(1R,4R,4aS,8S,8aS)-8-hydroxy-4-methyl-7-methylidene-2,3,4,4a,5,6,8,8a-octahydro-1H-naphthalene-1-carboxylic acid

Details

• Internal ID: 7f1623cd-9d77-48e0-a93f-1c8d511efdc6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (1R,4R,4aS,8S,8aS)-8-hydroxy-4-methyl-7-methylidene-2,3,4,4a,5,6,8,8a-octahydro-1H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC(C2C1CCC(=C)C2O)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@@H]2[C@H]1CCC(=C)[C@H]2O)C(=O)O
• InChI: InChI=1S/C13H20O3/c1-7-3-6-10(13(15)16)11-9(7)5-4-8(2)12(11)14/h7,9-12,14H,2-6H2,1H3,(H,15,16)/t7-,9+,10-,11+,12-/m1/s1
• InChI Key: XACYWOIFXCHTPH-BRANHHFCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.30 g/mol
• Exact Mass: 224.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	-	0.6317	63.17%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7274	72.74%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.8972	89.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9788	97.88%
P-glycoprotein inhibitior	-	0.9666	96.66%
P-glycoprotein substrate	-	0.9118	91.18%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6226	62.26%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.7660	76.60%
CYP2C9 inhibition	-	0.8493	84.93%
CYP2C19 inhibition	-	0.7948	79.48%
CYP2D6 inhibition	-	0.8686	86.86%
CYP1A2 inhibition	-	0.5459	54.59%
CYP2C8 inhibition	-	0.7978	79.78%
CYP inhibitory promiscuity	-	0.8113	81.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5615	56.15%
Eye corrosion	-	0.9785	97.85%
Eye irritation	+	0.5823	58.23%
Skin irritation	-	0.5477	54.77%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7618	76.18%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	+	0.5878	58.78%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7494	74.94%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	-	0.7496	74.96%
Androgen receptor binding	+	0.5674	56.74%
Thyroid receptor binding	-	0.7326	73.26%
Glucocorticoid receptor binding	-	0.5608	56.08%
Aromatase binding	-	0.8733	87.33%
PPAR gamma	-	0.8269	82.69%
Honey bee toxicity	-	0.9243	92.43%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.51%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.44%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.55%	98.95%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 71355939
• NPASS: NPC50928
• LOTUS: LTS0254124
• wikiData: Q105323834